Now I know why those hybrids hated you. You are annoying.

Damon [to Jeremy]: I'm updated our relationship status to: It's Complicated.

I'm setting you free, Elena. This is what I want. This is what will make me happy.

Elena: So what do you want to do?
Damon: I want to throw you back in my bed and never let you leave.
Elena: So do it.

You're not allowed to feel this sorry for yourself, unless you're sitting on a bar stool. Fortunately, I travel with a bar.

Try the sock drawer. People leave the sketchiest things in the sock drawer.

What the Hell is Professor Shady Pants doing here?

This would be so much more fun if we were naked.

I finally got Elena to a good place about being a vampire and you two idiots can't stand that she's happy because of me.

Can't we just let ourselves enjoy one secret selfish day before we destroy his?

Elena: Jeremy can't live with me, Stefan wants to fix me, and Caroline flat out admitted that she doesn't like me this way. Think it's safe to say that I'm not so great at this vampire thing.
Damon: You want to know what I think? I don't think I've ever seen you more alive.

Elena: My brother wants to kill me.
Damon: Welcome to the club.

Vampire Diaries Quotes

You want a love that consumes you. You want passion and adventure, and even a little danger... I want you to get everything you're looking for. But for right now, I want you to forget that this happened. Can't have people knowing I'm in town yet. Goodnight, Elena.


Dear Elena, yes you heard that correctly. Hell has frozen over. I'm writing it all down. Granted, I'm half a bottle in thanks to my 1950 Chateau Cheval Blanc, a bottle I waited 65 years to open. I used to spend nights sitting in my wine cellar convincing myself I could hear it age, tannins growing, fermenting, but appreciating its beauty didn't make time go by any faster. The bottle just laid there on its shelf, torturing me while I waited for Katherine and time stood still. Eventually I convinced myself that no sip of that wine could ever taste as good as I dreamt it would. And that is the story of why I drink bourbon. I don't know who I am without you, but I know that as long as I'm with you, time will stand still. So who is Damon Salvatore without Elena Gilbert? A selfish friend, a jealous brother, a horrible son? Or maybe with a little luck, I'll do right by you. Because you may be a thousand miles away or a hundred years away, but you're still here with me and my heart is right there in that coffin with you. Until you come back to me.